methyl (2S,3S,5R,6R)-6-{[(3S)-1-methyl-2-oxo-5-(pyridin-3-yl)pyrrolidin-3-yl]oxy}-3,4,5-tris[(2-methylpropanoyl)oxy]oxane-2-carboxylate

• ChemBase ID: 179155
• Molecular Formular: C29H40N2O11
• Molecular Mass: 592.6347
• Monoisotopic Mass: 592.26321011
• SMILES: [C@@H]1(C([C@@H]([C@@H](O[C@H]1C(=O)OC)O[C@@H]1C(=O)N(C(C1)c1cnccc1)C)OC(=O)C(C)C)OC(=O)C(C)C)OC(=O)C(C)C
• Canonical SMILES: COC(=O)[C@@H]1O[C@@H](O[C@H]2CC(N(C2=O)C)c2cccnc2)[C@H](C([C@@H]1OC(=O)C(C)C)OC(=O)C(C)C)OC(=O)C(C)C
• InChI: InChI=1S/C29H40N2O11/c1-14(2)25(33)39-20-21(40-26(34)15(3)4)23(41-27(35)16(5)6)29(42-22(20)28(36)37-8)38-19-12-18(31(7)24(19)32)17-10-9-11-30-13-17/h9-11,13-16,18-23,29H,12H2,1-8H3/t18?,19-,20-,21?,22-,23+,29+/m0/s1
• InChIKey: WSLVZQLVRPHDRZ-WEODEYOFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (2S,3S,5R,6R)-6-{[(3S)-1-methyl-2-oxo-5-(pyridin-3-yl)pyrrolidin-3-yl]oxy}-3,4,5-tris[(2-methylpropanoyl)oxy]oxane-2-carboxylate
• IUPAC Traditional name: methyl (2S,3S,5R,6R)-6-{[(3S)-1-methyl-2-oxo-5-(pyridin-3-yl)pyrrolidin-3-yl]oxy}-3,4,5-tris[(2-methylpropanoyl)oxy]oxane-2-carboxylate
• Synonyms: 2,3,4-Tri-O-isobutyryl-1-O-trans-3'-hydroxycotinine-O-β-D-glucuronide Methyl Ester

Database IDs

• PubChem SID: 164235065
• PubChem CID: 71752795

CALCULATED PROPERTIES

• Acid pKa: 19.110806
• H Acceptors: 8
• H Donor: 0
• LogD (pH = 5.5): 2.9475396
• LogD (pH = 7.4): 3.0150983
• Log P: 3.01605
• Molar Refractivity: 142.8376 cm^3
• Polarizability: 58.034077 Å^3
• Polar Surface Area: 156.86 Å^2
• Rotatable Bonds: 14
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ethyl Acetate; Methanol
• Apperance: White Crystalline Solid